1-Hexyne is used in the preparation of tricyclic isoindolinone scaffold by undergoing hydrozirconation and ring-closing metathesis. It is used to prepare trans-1,2-bis(5-thianthreniumyl)alkene tetrafluoroborate by reacting with thianthrene cation radical tetrafluoroborate.
The dilithiation of 1-alkynes with n-BuLi, followed by alkylation at the 3-position, is illustrated for 1-hexyne: Org. Synth. Coll., 6, 595 (1988). For [2 + 2] cycloaddition with dichloroketene to give a substituted cyclobutenone, see: Org. Synth. Coll., 8, 82 (1993).
Van, D. D.; Hosokawa, T.; Saito, M.; Horiuchi, Y.; Matsuoka, M. A heterogeneous mesoporous silica-supported cyclopentadienyl ruthenium(II) complex catalyst for selective hydrosilylation of 1-hexyne at room temperature. Appl. Catal., A. 2015, 503, 203-208.
Saito, M.; Watanabe, T.; Kamegawa, T.; Horiuchi, Y.; Matsuoka, M. Construction of an organoruthenium complex (-[biphRuCp]PF6-) within a biphenylene-bridged inorganic-organic hybrid mesoporous material, and its catalytic activity in the selective hydrosilylation of 1-hexyne. Res. Chem. Intermed. 2014, 40 (1), 105-113.
Hazard Statements: H225-H304
Highly flammable liquid and vapour. May be fatal if swallowed and enters airways.
Precautionary Statements: P210-P273-P243-P301+P330+P331-P315
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid release to the environment. Take precautionary measures against static discharge. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Get immediate medical advice/attention.